Holiday rentals in Harbor Island

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Top-rated holiday rentals in Harbor Island

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Top guest favourite
An open floor plan connects the living area to the kitchen, with a dining table set for four. A large window allows natural light to illuminate the space, while a modern TV is mounted on the wall. Comfortable seating is arranged nearby.
Home in San Diego
4.94 out of 5 average rating, 100 reviews

1stResorts.com WATERVIEW FAMILY VILLA HOT TUB YARD

Brand New FAMILY Villa: Full kitchen, Private back deck off living space & Private yard! Private Hot tub/fire pit & outdoor furniture! Near Sea World, the Zoo, other great activities for children & great restaurants! Near Little Italy, Balboa Park, Liberty Station, Seaport Village! 2 bedrooms w/king beds, 1 full bathroom w/shower & double sinks. Powder room, free private washer/dryer. Private Barbecue grill. Beach towels, queen pullout sofa bed. Back deck connected to living area & private yard!

Top guest favourite
A spacious guest suite is featured, showcasing a comfortable bed and a stylish seating area. Natural light illuminates the room, highlighting a modern sauna enclosed in glass. Elegant decor is complemented by a chandelier, adding a touch of sophistication to the inviting atmosphere.
Guest suite in San Diego
5 out of 5 average rating, 118 reviews

Hidden Spa w/ Sauna and Hot Tub near Balboa Park

Welcome to your private spa in central San Diego! Relax and recharge in our peaceful guest suite, featuring: *sauna *steam shower *soaking bathtub *outdoor hot tub and private patio You’ll be in North Park, a walkable neighborhood with restaurants, coffee shops, and local boutiques. It's a short drive to Balboa Park, the San Diego Zoo, downtown, and the beaches. After a day of exploring, sink into the king-size bed. Perfect for romantic getaways, relaxing solo escapes, and wellness retreats.

Top guest favourite
A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.
Bungalow in San Diego
4.97 out of 5 average rating, 442 reviews

Vintage Spanish Revival Home - Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

Top guest favourite
Guest suite in San Diego
4.95 out of 5 average rating, 135 reviews

La Jolla Oceanfront Serenity Suite

Perfectly positioned 50' from waves, in one of La Jolla's most coveted coastal enclaves, this Suite offers tide pools just feet away from 500' patio & spa, with small 234 sq. ft interior with en suite king bed inside, private & joyful. Dining table & some cooking outside but absolutely NO FOOD SCRAPS down the drains nor coffee grounds. Stony beach access from next door park, sandy beach close by, egrets & pelicans fly overhead. Espresso and microwave, frig/freezer, electric fry pan, Netflix.

Top guest favourite
Home in San Diego
5 out of 5 average rating, 39 reviews

Ocean View Retreat • Walk to Beach • Parking

Experience the best of Ocean Beach from this brand-new coastal retreat near San Diego's iconic Sunset Cliffs. Enjoy ocean views, spectacular sunsets, and the convenience of walking to OB's restaurants, cafes, bars, beaches, and live music venues. Thoughtfully designed with a modern coastal aesthetic, this bright and airy 2-bedroom home features comfortable beds, a fully equipped kitchen, fast Wi-Fi, Smart TV, central A/C and heat, in-unit laundry, and two car garage parking - rare in OB.

Top guest favourite
Home in San Diego
4.98 out of 5 average rating, 117 reviews

5 Min > Convoy | King Bed | Parking | Private Yard

Experience the beauty of San Diego at prime location, and inviting home 5 min → All freeways 9 mins → Balboa Park 13 mins → Petco Park / Gaslamp Quarter 14 mins → Airport 15 mins → La Jolla Shores Park 16 mins → USS Midway Museum 18 mins → Beach / Coronado 25 mins → Lagoon Trails ⭐️ "One of the best stays in SD" ⭐️ • Extreme Privacy & Fully Fenced • 2 Vehicles Private Parking • Large Patio + BBQ • Stocked Kitchen • Washer + Dryer Add to your wishlist - click ❤️ in the upper-right corner

Guest favourite
A modern living area features a comfortable gray sofa positioned next to a glass coffee table. The open kitchen is equipped with stainless steel appliances and white cabinetry. Two stylish bar stools sit at the kitchen counter, complemented by pendant lighting above.
Flat in San Diego
4.93 out of 5 average rating, 75 reviews

Chic 1Bd/1Bath Oasis| Steps away from Little Italy

Welcome to our charming 1-bedroom rental near the vibrant neighborhood of Little Italy, San Diego! This modern and cozy space is perfect for couples, or solo travelers looking for a comfortable and convenient stay in one of the best locations in the city. With a walk score of 97, this property puts you in the heart of one of San Diego’s most charming and eclectic neighborhoods. Explore the bustling cafes, restaurants, and shops on foot, and take in the vibrant atmosphere of Little Italy.

Top guest favourite
Home in San Diego
4.94 out of 5 average rating, 195 reviews

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

Top guest favourite
Guest suite in San Diego
4.9 out of 5 average rating, 108 reviews

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

Brand new full kitchen installed November 2025. Enjoy your home away from home and beautiful Pt Loma. With an expansive view of the gorgeous San Diego Bay & Shelter Island you can enjoy a comfortable space with luxury amenities. A spacious oasis to escape the hustle and bustle of the city, but close enough for a night out on the town. If you’d rather stay in and enjoy the views, relax on the patio, soak in the hot tub, or have a drink by the fire pit with your fur baby.

Top guest favourite
An airy living area features a light-colored sofa positioned against a wall adorned with abstract art. A small dining table with two chairs occupies a corner, while recessed lighting illuminates the space. The flooring showcases a neutral tone, enhancing the overall openness.
Home in San Diego
4.98 out of 5 average rating, 176 reviews

Cozy 2 Bedroom Point Loma Beach Cottage Near Bay

*Point Loma*2 BR/1BA***Beachy Cottage*Great Backyard**2023 Freshly Remodeled* 751 Sq. Ft.**Single Story Living*Side By Side Parking For 2 Cars* Brand New Appliances* Refrigerator* Gas Stove Top Oven w 4 Burners*Microwave*Dishwasher*Stacked Washer Dryers***Mini Split AC/ Heating *Outdoor BBQ* Starbucks*Ralphs 2 Blocks***SD Bay*Shelter Island 10 to 15 Min Walk** Downtown***Airport**Balboa Park ***Zoo*Sea World*Petco Park 10 -15 Minutes Without Having To Get On A Freeway*

Top guest favourite
Home in San Diego
5 out of 5 average rating, 31 reviews

Serene Love Shack with Amazing Views

Escape to Love Shack, a cozy tiny home with sweeping panoramic views. Wake to golden sunrises and unwind with vibrant sunsets. Designed for romance and relaxation, it’s perfect for couples or solo getaways. Enjoy a private yard, patio, and entrance for total privacy. Peaceful and secluded, yet close to beaches, dining, and local attractions for the perfect balance of escape and convenience. If you are going to do any smoking, please do it outside only

Top guest favourite
A modern, two-story beach house is displayed, featuring a light-colored exterior and a welcoming front porch. Two white chairs sit on a small patio, surrounded by landscaped gardens with green shrubs and flowering plants. The blue front door adds a vibrant touch.
Home in San Diego
4.98 out of 5 average rating, 123 reviews

Bright & Modern OB Getaway

This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!

Popular amenities for Harbor Island holiday rentals